(5R,9R,13R,17R)-15-(2-hydroxyethyl)-5,9-dimethyl-14,16-dioxo-19-(propan-2-yl)-15-azapentacyclo[10.5.2.01,10.04,9.013,17]nonadec-18-ene-5-carboxylic acid

• ChemBase ID: 187702
• Molecular Formular: C26H37NO5
• Molecular Mass: 443.57568
• Monoisotopic Mass: 443.26717329
• SMILES: C123[C@@H]4C(=O)N(C(=O)[C@@H]4C(C(=C2)C(C)C)CC1[C@@]1(C([C@](C(=O)O)(CCC1)C)CC3)C)CCO
• Canonical SMILES: OCCN1C(=O)[C@H]2[C@@H](C1=O)C13CCC4[C@](C3CC2C(=C1)C(C)C)(C)CCC[C@@]4(C)C(=O)O
• InChI: InChI=1S/C26H37NO5/c1-14(2)16-13-26-9-6-17-24(3,7-5-8-25(17,4)23(31)32)18(26)12-15(16)19-20(26)22(30)27(10-11-28)21(19)29/h13-15,17-20,28H,5-12H2,1-4H3,(H,31,32)/t15?,17?,18?,19-,20+,24+,25-,26?/m1/s1
• InChIKey: OIKFDHXDOGJMOI-YZPZQQOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,9R,13R,17R)-15-(2-hydroxyethyl)-5,9-dimethyl-14,16-dioxo-19-(propan-2-yl)-15-azapentacyclo[10.5.2.0^1,^1^0.0^4,^9.0^1^3,^1^7]nonadec-18-ene-5-carboxylic acid
• IUPAC Traditional name: (5R,9R,13R,17R)-15-(2-hydroxyethyl)-19-isopropyl-5,9-dimethyl-14,16-dioxo-15-azapentacyclo[10.5.2.0^1,^1^0.0^4,^9.0^1^3,^1^7]nonadec-18-ene-5-carboxylic acid

Database IDs

• PubChem SID: 164243612
• PubChem CID: 16396884

CALCULATED PROPERTIES

• Acid pKa: 4.175898
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5240378
• LogD (pH = 7.4): -0.18415076
• Log P: 2.8655593
• Molar Refractivity: 119.9989 cm^3
• Polarizability: 47.170666 Å^3
• Polar Surface Area: 94.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds